3-Nitro-5-(3,6,9-trioxadecanamido)benzoic acid → 3-Amino-5-(3,6,9-trioxadecanamido)benzoic Acid

HRID 437381Notes

Reaction equation

HRID 437381 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([NH:13][C:14](=[O:24])[CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH3:23])[CH:12]=1)[C:7]([OH:9])=[O:8])([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([NH:13][C:14](=[O:24])[CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH3:23])[CH:12]=1)[C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 706236753-Nitro-5-(3,6,9-trioxadecanamido)benzoic acid

Product 1

HCID 706232003-Amino-5-(3,6,9-trioxadecanamido)benzoic Acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-Amino-5-(3,6,9-trioxadecanamido)benzoic Acid [H; T is CH3OCH2CH2OCH2CH2OCH2, Z is OH] was prepared by hydrogenation of 80 g. of 3-nitro-5-(3,6,9-trioxadecanamido)benzoic acid in absolute ethanol in the presence of palladium-on-charcoal catalyst. There was thus obtained 54.7 g. of 3-amino-5-(3,6,9-trioxadecanamido)benzoic acid, m.p. 130.5°-131° C. when recrystallized from isopropyl alcohol.

Workup

  1. customof 3-amino-5-(3,6,9-trioxadecanamido)benzoic acid, m.p. 130.5°-131° C. when recrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-55682e5a27714bd48f4ceb41fff8dbbd
Source dataset
uspto-grants-1977_06
Patent number
US04031088

Reaction notes

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